9-Vinylcarbazole

Base Information

• Chemical Name: 9-Vinylcarbazole
• CAS No.: 1484-13-5
• Deprecated CAS: 228120-10-3,2130972-98-2
• Molecular Formula: C14H11N
• Molecular Weight: 193.248
• Hs Code.: 29339900
• European Community (EC) Number: 216-055-0
• NSC Number: 406868
• UNII: D629AMY6F9
• DSSTox Substance ID: DTXSID4022155
• Nikkaji Number: J7.748H
• Wikipedia: N-Vinylcarbazole
• Wikidata: Q3334160
• Mol file: 1484-13-5.mol

Synonyms:poly(N-vinylcarbazole);poly-N-vinylcarbazole;polyvinyl-N-carbazole;PVK resin

Chemical Property of 9-Vinylcarbazole

Chemical Property:

• Appearance/Colour: slightly brown crystalline solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 60-65 °C
• Refractive Index: 1.77
• Boiling Point: 328.5 °C at 760 mmHg
• Flash Point: 152.5 °C
• PSA: 4.93000
• Density: 1.05 g/cm³
• LogP: 3.89500
• Storage Temp.: 2-8°C
• Solubility.: Soluble in acetonitrile.
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 193.089149355
• Heavy Atom Count: 15
• Complexity: 226

Purity/Quality:

99% ^*data from raw suppliers

9-Vinylcarbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 21/22-38-43-50/53-68
• Safety Statements: 22-23-36/37-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CN1C2=CC=CC=C2C3=CC=CC=C31
• Uses: Polymerizes to form heat-resistant and insulating resins somewhat similar to mica in dielectric properties. 9-Vinylcarbazole is used as a monomer in the production of poly(vinylcarbazole), a conductive polymer, in which conductivity is photon-dependent. It is also used in the photoreceptors of photocopiers.

Technology Process of 9-Vinylcarbazole

There total 23 articles about 9-Vinylcarbazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.6%

potassium carbazole (33650-07-6) + acetylene (74-86-2,25067-58-7) → 9-vinyl-9H-carbazole (1484-13-5,25067-59-8)

Guidance literature:

at 160 ℃; for 2.5h; under 760.051 Torr; Time;

Reference yield: 96.0%

chloroethylene (75-01-4,9002-86-2) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 9-vinyl-9H-carbazole (1484-13-5,25067-59-8)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); sodium hydroxide; tri tert-butylphosphoniumtetrafluoroborate; In toluene; at 100 ℃; for 10h; Reagent/catalyst; Inert atmosphere;

Reference yield: 95.0%

9H-carbazole (86-74-8,105184-46-1,97960-57-1) + acetylene (74-86-2,25067-58-7) → 9-vinyl-9H-carbazole (1484-13-5,25067-59-8)

Guidance literature:

With tributylphosphine; In N,N-dimethyl acetamide; at 140 ℃; for 16h; under 1.5 Torr; Glovebox; Sealed tube; Autoclave;

DOI:10.1021/acs.joc.1c01807

upstream raw materials:

2-carbazol-9-yl-ethanol

chloroethylene

potassium carbazole

9H-carbazole

Downstream raw materials:

N-ethylcarbazole

C₁₂H₈NCH₂CH(B(O₂C₂(CH₃)4))2

C₂₀H₂₂BNO₂

9-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl)-9H-carbazole

Refernces

• 1、 Rodygin, Konstantin S.,Bogachenkov, Alexander S.,Ananikov, Valentine P.. "Vinylation of a secondary amine core with calcium carbide for efficient post-modification and access to polymeric materials". . . Retrieved 2018.
• 2、 Bienewald, Frank,Comba, Peter,Hashmi, A. Stephen K.,Menche, Maximilian,Rominger, Frank,Schafer, Ansgar,Schaub, Thomas,Sitte, Nikolai A.,Tuzina, Pavel. "Phosphine-Catalyzed Vinylation at Low Acetylene Pressure". . p. 13041 - 13055. Retrieved 2021/09/18.
• 3、 -. "Polymer, and mixture or formulation, and organic electronic device containing same, and monomer thereof". Page/Page column 62; 63. . Retrieved 2020/11/23.